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CO5560560A2 - PREPARATION AND USE OF IMIDAZOL DERIVATIVES FOR THE TREATMENT OF OBESITY - Google Patents

PREPARATION AND USE OF IMIDAZOL DERIVATIVES FOR THE TREATMENT OF OBESITY

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Publication number
CO5560560A2
CO5560560A2 CO04026619A CO04026619A CO5560560A2 CO 5560560 A2 CO5560560 A2 CO 5560560A2 CO 04026619 A CO04026619 A CO 04026619A CO 04026619 A CO04026619 A CO 04026619A CO 5560560 A2 CO5560560 A2 CO 5560560A2
Authority
CO
Colombia
Prior art keywords
alkyl
alkoxy
optionally substituted
trifluoromethyl
cyano
Prior art date
Application number
CO04026619A
Other languages
Spanish (es)
Inventor
Roger Smith
Connor Stephen J O
Stephan Nicholas Wirzt
Wong Wai
Choi Soogyu
Harold C Kluender
Ning Su
Wang Gan
Achebe Furahi
Ying Shihong
Original Assignee
Bayer Pharmaceuticals Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer Pharmaceuticals Corp filed Critical Bayer Pharmaceuticals Corp
Publication of CO5560560A2 publication Critical patent/CO5560560A2/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/04—Anorexiants; Antiobesity agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/06—Antihyperlipidemics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Biomedical Technology (AREA)
  • Obesity (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Psychiatry (AREA)
  • Endocrinology (AREA)
  • Urology & Nephrology (AREA)
  • Hospice & Palliative Care (AREA)
  • Child & Adolescent Psychology (AREA)
  • Emergency Medicine (AREA)
  • Vascular Medicine (AREA)
  • Addiction (AREA)
  • Pulmonology (AREA)
  • Immunology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Rheumatology (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Reproductive Health (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

1.- Un compuesto de Fórmula I, en la cual R1 y R2 son idénticos o diferentes y se seleccionan entre un grupo fenilo sustituido en forma opcional con uno o más halógeno, (C1-C6)alquilo, (C1-C6)alcoxi, trifluorometilo, ciano, nitro, (C1-C6)aIquilsuIfonilo, (C1-C6)alquilsulfonilamino, (C1-C6)alquilcarbonil-amino, (C1-C6)alquilamino-carbonil-amino, o fenilo, (C2-C6)alquilo, ciclohexilo sustituido en forma opcional con (C1-C6)alquilo, (C1-C6)alcoxi, trifluorometilo, ciano, o con uno o más átomos de flúor, 1-naftilo o 2-naftilo sustituido en forma opcional con halógeno, (C1-C6)alquilo, (C1-C6)alcoxi, trifluorometilo o ciano, bencilo sustituido en forma opcional en el anillo de fenilo con uno o más halógeno, (C1-C6)alquilo, (C1-C6)alcoxi, trifluorometilo, o ciano, un radical heterocíclico saturado o insaturado de 5 a 10 elementos sustituido en forma opcional con flúor, (C1-C6)alquilo, (C1-C6)alcoxi, trifluorometilo, o ciano, yun radical aromático heterocíclico monocíclico o bicíclico de 5 a 10 elementos sustituido en forma opcional con uno o más halógeno, (C1-C6)alquilo, (C1-C6)alcoxi, trifluorometilo, ciano, nitro. o fenilo;R3 es hidrógeno, (C1-C6)alquilo, bencilo, cloro, o bromo; X esdonde R4 es hidrógeno o (C1-C6)alquilo; R5 se selecciona de(C2-C9)alquilo o (C7-C11)bicicloalquilo, cada uno de los cuales puede sustituirse en forma opcional con uno o más fenilo, hidroxi, benciloxi, (C1-C6)alcoxi, (C1-C6)alquilamino, bis[(C1-C3)alquiI]-amino, 1-piperidinilo, 1-pirrolidinilo, 2,3-dihidro-1,4-benzodioxin-2-ilo, (C1-C6)alquilo hidroxi-sustituido, o flúor,bencilo,2-fenil-etilo, benzociclohexilo, o benzociclopentilo,...1. A compound of Formula I, in which R1 and R2 are identical or different and are selected from a phenyl group optionally substituted with one or more halogen, (C1-C6) alkyl, (C1-C6) alkoxy, trifluoromethyl, cyano, nitro, (C1-C6) aCylsuIfonilo, (C1-C6) alkylsulfonylamino, (C1-C6) alkylcarbonyl amino, (C1-C6) alkylaminocarbonyl amino, or phenyl, (C2-C6) alkyl, cyclohexyl optionally substituted with (C1-C6) alkyl, (C1-C6) alkoxy, trifluoromethyl, cyano, or with one or more fluorine atoms, 1-naphthyl or 2-naphthyl optionally substituted with halogen, (C1- C6) alkyl, (C1-C6) alkoxy, trifluoromethyl or cyano, benzyl optionally substituted on the phenyl ring with one or more halogen, (C1-C6) alkyl, (C1-C6) alkoxy, trifluoromethyl, or cyano, a saturated or unsaturated heterocyclic radical of 5 to 10 elements optionally substituted with fluorine, (C1-C6) alkyl, (C1-C6) alkoxy, trifluoromethyl, or cyano, and a monocyclic or bicyclic heterocyclic aromatic radical 5 to 10 element cyclic optionally substituted with one or more halogen, (C1-C6) alkyl, (C1-C6) alkoxy, trifluoromethyl, cyano, nitro. or phenyl; R3 is hydrogen, (C1-C6) alkyl, benzyl, chlorine, or bromine; X where R4 is hydrogen or (C1-C6) alkyl; R5 is selected from (C2-C9) alkyl or (C7-C11) bicycloalkyl, each of which may be optionally substituted with one or more phenyl, hydroxy, benzyloxy, (C1-C6) alkoxy, (C1-C6) alkylamino, bis [(C1-C3) alkyl] -amino, 1-piperidinyl, 1-pyrrolidinyl, 2,3-dihydro-1,4-benzodioxin-2-yl, (C1-C6) hydroxy-substituted alkyl, or fluorine , benzyl, 2-phenyl-ethyl, benzocyclohexyl, or benzocyclopentyl, ...

CO04026619A 2001-09-24 2004-03-19 PREPARATION AND USE OF IMIDAZOL DERIVATIVES FOR THE TREATMENT OF OBESITY CO5560560A2 (en)

Applications Claiming Priority (1)

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US32447301P 2001-09-24 2001-09-24

Publications (1)

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US (2) US6960601B2 (en)
EP (1) EP1432691A1 (en)
JP (1) JP2005508384A (en)
KR (1) KR20040040472A (en)
CN (2) CN1865248A (en)
AR (1) AR036608A1 (en)
BR (1) BR0212986A (en)
CA (1) CA2459745A1 (en)
CO (1) CO5560560A2 (en)
EC (1) ECSP045076A (en)
GT (1) GT200200188A (en)
HN (1) HN2002000266A (en)
HR (1) HRP20040308A2 (en)
HU (1) HUP0402376A2 (en)
IL (1) IL160524A0 (en)
MA (1) MA27684A1 (en)
MX (1) MXPA04002037A (en)
NO (1) NO20041216L (en)
NZ (1) NZ531841A (en)
PE (1) PE20030547A1 (en)
PL (1) PL369326A1 (en)
RU (1) RU2004112770A (en)
UY (1) UY27450A1 (en)
WO (1) WO2003040107A1 (en)
ZA (1) ZA200403035B (en)

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